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Windstar Cruise Deals

Expert Deal
The Price you found is a great deal, 82% lower than the average cheap cruise. Our editors have analyzed the lowest cruise pricing and found $62/night to be a bargain.
$994*
16 nights
Alaska Cruise Deal
Star Legend
|
Outside Cabin
Departing
May 06, 2019
From Yokohama
  • Day 1
    Yokohama
  • Day 2
    Cruising
  • Day 3
    Miyako Island
  • Day 4
    Hakodate
  • Day 5
    Aormori
  • Day 6
    Cruising
  • Day 7
    Cruising
  • Day 8
    Cruising
  • Day 9
    Cruising
  • Day 10
    Cruising
  • Day 11
    Cruising
  • Day 12
    Dutch Harbor
  • Day 13
    Cruising
  • Day 14
    Cruising
  • Day 15
    Kodiak
  • Day 16
    Homer
  • Day 17
    Seward

Star Legend - Windstar Cruises

Pros

Upscale, destination-driven yacht that visits off-the-beaten-path ports of call

Cons

Without sails, it lacks some of the panache of Windstar's original iconic ships

Bottom Line

Ideal for active couples seeking a romantic, small ship atmosphere

Expert Deal
The Price you found is a great deal, 80% lower than the average cheap cruise. Our editors have analyzed the lowest cruise pricing and found $69/night to be a bargain.
$1,099*
16 nights
Alaska Cruise Deal
Star Legend
|
Suite
Departing
May 06, 2019
From Yokohama
  • Day 1
    Yokohama
  • Day 2
    Cruising
  • Day 3
    Miyako Island
  • Day 4
    Hakodate
  • Day 5
    Aormori
  • Day 6
    Cruising
  • Day 7
    Cruising
  • Day 8
    Cruising
  • Day 9
    Cruising
  • Day 10
    Cruising
  • Day 11
    Cruising
  • Day 12
    Dutch Harbor
  • Day 13
    Cruising
  • Day 14
    Cruising
  • Day 15
    Kodiak
  • Day 16
    Homer
  • Day 17
    Seward

Star Legend - Windstar Cruises

Pros

Upscale, destination-driven yacht that visits off-the-beaten-path ports of call

Cons

Without sails, it lacks some of the panache of Windstar's original iconic ships

Bottom Line

Ideal for active couples seeking a romantic, small ship atmosphere

Expert Deal
The Price you found is a great deal, 75% lower than the average cheap cruise. Our editors have analyzed the lowest cruise pricing and found $87/night to be a bargain.
$1,389*
16 nights
Alaska Cruise Deal
Star Legend
|
Balcony
Departing
May 06, 2019
From Yokohama
  • Day 1
    Yokohama
  • Day 2
    Cruising
  • Day 3
    Miyako Island
  • Day 4
    Hakodate
  • Day 5
    Aormori
  • Day 6
    Cruising
  • Day 7
    Cruising
  • Day 8
    Cruising
  • Day 9
    Cruising
  • Day 10
    Cruising
  • Day 11
    Cruising
  • Day 12
    Dutch Harbor
  • Day 13
    Cruising
  • Day 14
    Cruising
  • Day 15
    Kodiak
  • Day 16
    Homer
  • Day 17
    Seward

Star Legend - Windstar Cruises

Pros

Upscale, destination-driven yacht that visits off-the-beaten-path ports of call

Cons

Without sails, it lacks some of the panache of Windstar's original iconic ships

Bottom Line

Ideal for active couples seeking a romantic, small ship atmosphere

Expert Deal
The Price you found is a great deal, 73% lower than the average cheap cruise. Our editors have analyzed the lowest cruise pricing and found $93/night to be a bargain.
$1,299*
14 nights
Transatlantic Cruise Deal
Wind Surf
|
Inside Cabin
Departing
Nov 30, 2019
From Lisbon
  • Day 1
    Lisbon
  • Day 2
    Cruising
  • Day 3
    Cruising
  • Day 4
    Cruising
  • Day 5
    Cruising
  • Day 6
    Cruising
  • Day 7
    Cruising
  • Day 8
    Cruising
  • Day 9
    Cruising
  • Day 10
    Cruising
  • Day 11
    Cruising
  • Day 12
    Cruising
  • Day 13
    Cruising
  • Day 14
    Antigua
  • Day 15
    St. Maarten

Wind Surf - Windstar Cruises

Pros

Laid-back yacht feel; unique watersports platform; fantastic deck barbecue; friendly crew

Cons

No balcony cabins; food and service hit and miss; stairwells and passageways feel tired

Bottom Line

Intimate seven-sail ship with low-key entertainment; needs improvements to dining options

Expert Deal
The Price you found is a great deal, 73% lower than the average cheap cruise. Our editors have analyzed the lowest cruise pricing and found $93/night to be a bargain.
$1,299*
14 nights
Transatlantic Cruise Deal
Wind Surf
|
Outside Cabin
Departing
Nov 30, 2019
From Lisbon
  • Day 1
    Lisbon
  • Day 2
    Cruising
  • Day 3
    Cruising
  • Day 4
    Cruising
  • Day 5
    Cruising
  • Day 6
    Cruising
  • Day 7
    Cruising
  • Day 8
    Cruising
  • Day 9
    Cruising
  • Day 10
    Cruising
  • Day 11
    Cruising
  • Day 12
    Cruising
  • Day 13
    Cruising
  • Day 14
    Antigua
  • Day 15
    St. Maarten

Wind Surf - Windstar Cruises

Pros

Laid-back yacht feel; unique watersports platform; fantastic deck barbecue; friendly crew

Cons

No balcony cabins; food and service hit and miss; stairwells and passageways feel tired

Bottom Line

Intimate seven-sail ship with low-key entertainment; needs improvements to dining options

Expert Deal
The Price you found is a great deal, 72% lower than the average cheap cruise. Our editors have analyzed the lowest cruise pricing and found $99/night to be a bargain.
$1,389*
14 nights
Transatlantic Cruise Deal
Wind Star
|
Outside Cabin
Departing
Nov 12, 2019
From Lisbon
  • Day 1
    Lisbon
  • Day 2
    Cruising
  • Day 3
    Cruising
  • Day 4
    Cruising
  • Day 5
    Cruising
  • Day 6
    Cruising
  • Day 7
    Cruising
  • Day 8
    Cruising
  • Day 9
    Cruising
  • Day 10
    Cruising
  • Day 11
    Cruising
  • Day 12
    Cruising
  • Day 13
    Cruising
  • Day 14
    Cruising
  • Day 15
    St. Maarten

Wind Star - Windstar Cruises

Pros

Romantic four-mast sailing ship with exceptional service.

Cons

Lack of daytime activities and nighttime entertainment.

Bottom Line

Perfect for adventurous travelers and sailing enthusiasts who prefer to go off the beaten path.

Expert Deal
The Price you found is a great deal, 71% lower than the average cheap cruise. Our editors have analyzed the lowest cruise pricing and found $100/night to be a bargain.
$1,399*
14 nights
Transatlantic Cruise Deal
Wind Star
|
Inside Cabin
Departing
Nov 12, 2019
From Lisbon
  • Day 1
    Lisbon
  • Day 2
    Cruising
  • Day 3
    Cruising
  • Day 4
    Cruising
  • Day 5
    Cruising
  • Day 6
    Cruising
  • Day 7
    Cruising
  • Day 8
    Cruising
  • Day 9
    Cruising
  • Day 10
    Cruising
  • Day 11
    Cruising
  • Day 12
    Cruising
  • Day 13
    Cruising
  • Day 14
    Cruising
  • Day 15
    St. Maarten

Wind Star - Windstar Cruises

Pros

Romantic four-mast sailing ship with exceptional service.

Cons

Lack of daytime activities and nighttime entertainment.

Bottom Line

Perfect for adventurous travelers and sailing enthusiasts who prefer to go off the beaten path.

Price Trending
The price you found has dropped by 71% in the last 14 days.
-71%
$5,399*
was $18,533*
7 nights
South Pacific Cruise Deal
Wind Spirit
|
Inside Cabin
Departing
Dec 19, 2019
From Tahiti (Papeete)
  • Day 1
    Tahiti (Papeete)
  • Day 2
    Moorea
  • Day 3
    Raiatea
  • Day 4
    Raiatea
  • Day 4
    Tahaa
  • Day 5
    Bora Bora
  • Day 6
    Bora Bora
  • Day 7
    Huahine
  • Day 8
    Tahiti (Papeete)

Wind Spirit - Windstar Cruises

Pros

Small size and stellar service make you feel like you're on your own private yacht

Cons

No night life, with exception of a musical duo and a tiny casino

Bottom Line

A great fit for its home base of French Polynesia

Price Trending
The price you found has dropped by 71% in the last 14 days.
-71%
$5,399*
was $18,533*
7 nights
South Pacific Cruise Deal
Wind Spirit
|
Outside Cabin
Departing
Dec 19, 2019
From Tahiti (Papeete)
  • Day 1
    Tahiti (Papeete)
  • Day 2
    Moorea
  • Day 3
    Raiatea
  • Day 4
    Raiatea
  • Day 4
    Tahaa
  • Day 5
    Bora Bora
  • Day 6
    Bora Bora
  • Day 7
    Huahine
  • Day 8
    Tahiti (Papeete)

Wind Spirit - Windstar Cruises

Pros

Small size and stellar service make you feel like you're on your own private yacht

Cons

No night life, with exception of a musical duo and a tiny casino

Bottom Line

A great fit for its home base of French Polynesia

Price Trending
The price you found has dropped by 63% in the last 14 days.
-63%
$7,699*
was $20,799*
7 nights
South Pacific Cruise Deal
Wind Spirit
|
Suite
Departing
Dec 19, 2019
From Tahiti (Papeete)
  • Day 1
    Tahiti (Papeete)
  • Day 2
    Moorea
  • Day 3
    Raiatea
  • Day 4
    Raiatea
  • Day 4
    Tahaa
  • Day 5
    Bora Bora
  • Day 6
    Bora Bora
  • Day 7
    Huahine
  • Day 8
    Tahiti (Papeete)

Wind Spirit - Windstar Cruises

Pros

Small size and stellar service make you feel like you're on your own private yacht

Cons

No night life, with exception of a musical duo and a tiny casino

Bottom Line

A great fit for its home base of French Polynesia

Price Trending
The price you found has dropped by 53% in the last 14 days.
-53%
$2,099*
was $4,499*
7 nights
South Pacific Cruise Deal
Wind Spirit
|
Inside Cabin
Departing
Aug 08, 2019
From Tahiti (Papeete)
  • Day 1
    Tahiti (Papeete)
  • Day 2
    Moorea
  • Day 3
    Raiatea
  • Day 4
    Raiatea
  • Day 4
    Tahaa
  • Day 5
    Bora Bora
  • Day 6
    Bora Bora
  • Day 7
    Huahine
  • Day 8
    Tahiti (Papeete)

Wind Spirit - Windstar Cruises

Pros

Small size and stellar service make you feel like you're on your own private yacht

Cons

No night life, with exception of a musical duo and a tiny casino

Bottom Line

A great fit for its home base of French Polynesia

Price Trending
The price you found has dropped by 53% in the last 14 days.
-53%
$2,099*
was $4,499*
7 nights
South Pacific Cruise Deal
Wind Spirit
|
Outside Cabin
Departing
Aug 08, 2019
From Tahiti (Papeete)
  • Day 1
    Tahiti (Papeete)
  • Day 2
    Moorea
  • Day 3
    Raiatea
  • Day 4
    Raiatea
  • Day 4
    Tahaa
  • Day 5
    Bora Bora
  • Day 6
    Bora Bora
  • Day 7
    Huahine
  • Day 8
    Tahiti (Papeete)

Wind Spirit - Windstar Cruises

Pros

Small size and stellar service make you feel like you're on your own private yacht

Cons

No night life, with exception of a musical duo and a tiny casino

Bottom Line

A great fit for its home base of French Polynesia

Expert Deal
The Price you found is a great deal, 49% lower than the average cheap cruise. Our editors have analyzed the lowest cruise pricing and found $180/night to be a bargain.
$1,799*
10 nights
Mediterranean Cruise Deal
Star Breeze
|
Outside Cabin
Departing
Apr 26, 2019
From Lisbon
  • Day 1
    Lisbon
  • Day 2
    Cruising
  • Day 3
    Madeira (Funchal)
  • Day 4
    Madeira (Funchal)
  • Day 5
    San Sebastian
  • Day 6
    Tenerife
  • Day 7
    Lanzarote
  • Day 8
    Agadir
  • Day 9
    Cruising
  • Day 10
    Portimao
  • Day 11
    Lisbon

Star Breeze - Windstar Cruises

Pros

Small-ship cruising, port-intensive itineraries

Cons

Limited entertainment and enrichment activities

Bottom Line

Terrific upscale yet casual cruise line for active travelers

Expert Deal
The Price you found is a great deal, 48% lower than the average cheap cruise. Our editors have analyzed the lowest cruise pricing and found $180/night to be a bargain.
$1,984*
11 nights
Caribbean Cruise Deal
Wind Star
|
Outside Cabin
Departing
Nov 26, 2019
From St. Maarten
  • Day 1
    St. Maarten
  • Day 2
    St. Barts
  • Day 3
    Virgin Gorda
  • Day 4
    Cruising
  • Day 5
    Cruising
  • Day 6
    Bonaire
  • Day 7
    Curacao
  • Day 8
    Aruba
  • Day 9
    Cruising
  • Day 10
    Cartagena (Spain)
  • Day 11
    Cruising
  • Day 12
    Colon (Cristobal)

Wind Star - Windstar Cruises

Pros

Romantic four-mast sailing ship with exceptional service.

Cons

Lack of daytime activities and nighttime entertainment.

Bottom Line

Perfect for adventurous travelers and sailing enthusiasts who prefer to go off the beaten path.

Price Trending
The price you found has dropped by 48% in the last 14 days.
-48%
$2,899*
was $5,599*
10 nights
South Pacific Cruise Deal
Wind Spirit
|
Inside Cabin
Departing
Oct 10, 2019
From Tahiti (Papeete)
  • Day 1
    Tahiti (Papeete)
  • Day 2
    Cruising
  • Day 3
    Tahiti (Papeete)
  • Day 4
    Rangiroa
  • Day 5
    Cruising
  • Day 6
    Tahaa
  • Day 7
    Bora Bora
  • Day 8
    Bora Bora
  • Day 9
    Huahine
  • Day 10
    Moorea
  • Day 10
    Tahiti (Papeete)
  • Day 11
    Tahiti (Papeete)

Wind Spirit - Windstar Cruises

Pros

Small size and stellar service make you feel like you're on your own private yacht

Cons

No night life, with exception of a musical duo and a tiny casino

Bottom Line

A great fit for its home base of French Polynesia

Price Trending
The price you found has dropped by 48% in the last 14 days.
-48%
$2,899*
was $5,599*
10 nights
South Pacific Cruise Deal
Wind Spirit
|
Outside Cabin
Departing
Oct 10, 2019
From Tahiti (Papeete)
  • Day 1
    Tahiti (Papeete)
  • Day 2
    Cruising
  • Day 3
    Tahiti (Papeete)
  • Day 4
    Rangiroa
  • Day 5
    Cruising
  • Day 6
    Tahaa
  • Day 7
    Bora Bora
  • Day 8
    Bora Bora
  • Day 9
    Huahine
  • Day 10
    Moorea
  • Day 10
    Tahiti (Papeete)
  • Day 11
    Tahiti (Papeete)

Wind Spirit - Windstar Cruises

Pros

Small size and stellar service make you feel like you're on your own private yacht

Cons

No night life, with exception of a musical duo and a tiny casino

Bottom Line

A great fit for its home base of French Polynesia

Hot Right Now
The price you found is 48% lower than the other partners we search today.
-48%
$2,199*
8 nights
Mediterranean Cruise Deal
Wind Surf
|
Outside Cabin
Departing
Aug 12, 2019
From Venice
  • Day 1
    Venice
  • Day 2
    Rovinj
  • Day 3
    Split
  • Day 4
    Dubrovnik
  • Day 5
    Kotor
  • Day 6
    Cruising
  • Day 7
    Taormina (Messina)
  • Day 8
    Sorrento
  • Day 9
    Rome (Civitavecchia)

Wind Surf - Windstar Cruises

Pros

Laid-back yacht feel; unique watersports platform; fantastic deck barbecue; friendly crew

Cons

No balcony cabins; food and service hit and miss; stairwells and passageways feel tired

Bottom Line

Intimate seven-sail ship with low-key entertainment; needs improvements to dining options

Expert Deal
The Price you found is a great deal, 46% lower than the average cheap cruise. Our editors have analyzed the lowest cruise pricing and found $187/night to be a bargain.
$1,499*
8 nights
Mediterranean Cruise Deal
Wind Surf
|
Outside Cabin
Departing
Apr 23, 2019
From Lisbon
  • Day 1
    Lisbon
  • Day 2
    Cruising
  • Day 3
    Seville
  • Day 4
    Gibraltar
  • Day 5
    Malaga
  • Day 6
    Almeria
  • Day 7
    Cartagena (Colombia)
  • Day 8
    Palma de Mallorca
  • Day 9
    Barcelona

Wind Surf - Windstar Cruises

Pros

Laid-back yacht feel; unique watersports platform; fantastic deck barbecue; friendly crew

Cons

No balcony cabins; food and service hit and miss; stairwells and passageways feel tired

Bottom Line

Intimate seven-sail ship with low-key entertainment; needs improvements to dining options

Expert Deal
The Price you found is a great deal, 45% lower than the average cheap cruise. Our editors have analyzed the lowest cruise pricing and found $191/night to be a bargain.
$2,099*
11 nights
Caribbean Cruise Deal
Wind Star
|
Inside Cabin
Departing
Nov 26, 2019
From St. Maarten
  • Day 1
    St. Maarten
  • Day 2
    St. Barts
  • Day 3
    Virgin Gorda
  • Day 4
    Cruising
  • Day 5
    Cruising
  • Day 6
    Bonaire
  • Day 7
    Curacao
  • Day 8
    Aruba
  • Day 9
    Cruising
  • Day 10
    Cartagena (Spain)
  • Day 11
    Cruising
  • Day 12
    Colon (Cristobal)

Wind Star - Windstar Cruises

Pros

Romantic four-mast sailing ship with exceptional service.

Cons

Lack of daytime activities and nighttime entertainment.

Bottom Line

Perfect for adventurous travelers and sailing enthusiasts who prefer to go off the beaten path.

Expert Deal
The Price you found is a great deal, 45% lower than the average cheap cruise. Our editors have analyzed the lowest cruise pricing and found $192/night to be a bargain.
$2,299*
12 nights
Alaska Cruise Deal
Star Legend
|
Outside Cabin
Departing
Jul 06, 2019
From Seward
  • Day 1
    Seward
  • Day 2
    Kenai
  • Day 3
    Cruising
  • Day 4
    Juneau
  • Day 5
    Haines
  • Day 6
    Cruising
  • Day 6
    Icy Strait
  • Day 7
    Sitka
  • Day 8
    Tracy Arm
  • Day 9
    Wrangell
  • Day 10
    Cruising
  • Day 11
    Prince Rupert
  • Day 12
    Cruising
  • Day 13
    Vancouver

Star Legend - Windstar Cruises

Pros

Upscale, destination-driven yacht that visits off-the-beaten-path ports of call

Cons

Without sails, it lacks some of the panache of Windstar's original iconic ships

Bottom Line

Ideal for active couples seeking a romantic, small ship atmosphere